How to make dynamic paint work with rigid body interactions during animation playback
I found a workaround that may be acceptable while sacrificing some dynamic behavior.
What I found out is that you can turn a rigid body simulation into a string of keyframes via a built-in function under the object menu in object mode called &quot;rigid body&quot; &gt; &quot;bake to keyframes&quot;.
I had realized that the dynamic paint seems to work only with a keyframed brush, but I wanted that authentic, physics feel to the simulation, thus the solution was to bake a rigid body simulation and then turn it into keyframes. Lastly, I removed the rigid body physics from the brush sphere, pressed play, et voila!

Hooray!